Hydrochloric Acid → HCID 178484576、化合物

HRID 1441372ノート

反応式

HRID 1441372 の反応式
[CH3:1][N:2]([CH3:17])[C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=1)=[O:4].Cl.O1CCOCC1.[N:25]#[C:26][NH2:27]>CCO.C(#N)C>[CH3:1][N:2]([CH3:17])[C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:26]([NH2:27])=[NH:25])=[CH:14][CH:15]=1)=[O:4]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 9864CyanamideHCID 312751,4-DioxaneHCID 68686439(S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide

生成物 1

HCID 178484576HCID 178484576、化合物収率 63.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6342Acetonitrile溶媒

実験手順

To (S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide (Method 53; 0.67 g) was added acetonitrile (20 ml) and EtOH (2 ml). HCl in dioxane (0.86 ml, 3.48 mmol) was added and the reaction was stirred for 10 minutes, HCl salt precipitated. Cyanamide (0.2 g, 4.9 mmol) was added and the reaction was heated at reflux over the weekend. The black reaction was filtered and the black HCl salt was dissolved in water (5 ml) and basified with NaHCO3 (20 ml) solution. No solid was observed; the aqueous was further basified to pH 14 with KOH, extracted with DCM (2×100 ml), dried and solvent removed in vacuo to yield the title compound as a black gum (0.50 g, 63%). M/z 276.

後処理

  1. customHCl salt precipitated
  2. temperaturethe reaction was heated
  3. temperatureat reflux over the weekend
  4. customThe black reaction
  5. filtrationwas filtered
  6. dissolutionthe black HCl salt was dissolved in water (5 ml)
  7. extractionextracted with DCM (2×100 ml)
  8. customdried
  9. customsolvent removed in vacuo

出典と根拠

ORDレコード
ord-e616d8ed757440d0b10109c81c36ef9a
出典データセット
uspto-grants-2010_02
特許番号
US07655652B2

反応ノート

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